Proceedings of the Symposium on Progress in Organic Reactions and Syntheses
29th Symposium on Progress in Organic Reactions and Syntheses
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Oral Presentations
7-endo Selective Friedel–Crafts Cyclization of Vinylepoxide Compounds and 8-endo Selective Friedel–Crafts Cyclization by use of Acetylene Cobalt Complex
*Shinji NagumoYusuke IshiiIrie MiyoshiNorio KawaharaHiroyuki Akita
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Pages 4-5

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Abstract

Treatment of arylpropyl vinylepoxides linked to ester with BF3•Et2O in CH2Cl2 undertook stereospecific 7-endo selective Friedel–Crafts (FC) cyclization to give seven-membered ring products in excellent yields. Di- and tri-substituted epoxides were acceptable for this new reaction. We also developed 8-endo selective FC cyclization of vinylepoxides containing alkyn-dicobalt complex moiety to give eight-membered ring products in excellent yields.

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© 2003 The Pharmaceutical Society of Japan
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